title: A simple and convenient synthetic route to Ulipristal acetate.
abstract: We set out to describe a new and efficient route for preparing Ulipristal acetate with a good yield. The selected epoxidization conditions gave out 80% of 5α,10α-epoxide 2a in the two diastereoisomers which greatly improved the yield of 11β-substituted isomer 4a. And phenyl-sulfinyl compound 6 was synthesized from ketone 5 directly treated with phenylsulfenyl chloride in the presence of triethylamine. These synthetic procedures is only 8 steps, less than currently reported in the literature, but more suitable for industrial process.
authors.affiliation: Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, PR China.
authors.forename: Yongguo
authors.initials: Y
authors.lastname: Yu
authors.forename: Yun
authors.initials: Y
authors.lastname: He
authors.forename: Yi
authors.initials: Y
authors.lastname: Zhao
authors.forename: Li
authors.initials: L
authors.lastname: Hai
authors.forename: Yong
authors.initials: Y
authors.lastname: Wu
mesh_terms: D002384:Catalysis; D003271:Contraceptive Agents, Female / Q000138:chemical synthesis*; D003300:Copper / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry; D005260:Female; D006801:Humans; D009649:Norpregnadienes / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D003271:Contraceptive Agents, Female; D004852:Epoxy Compounds; D009649:Norpregnadienes; D003300:Copper; C555622:ulipristal acetate
keywords: Diastereoisomers; Industrial process; Synthesis; Ulipristal acetate